Madison, WI Homes for Sale under $500,000

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  /46

  $499,900

  • 3 Beds
  • 2.5 Baths
  • 1,794 Sq Ft

  710 Sugar Maple Ln, Verona, WI 53593

  Impeccably maintained 2-story in the convenient Birchwood Point South. Just a short drive from Epic, and minutes from everything, this delightful west side home features a bright and flowing open concept main level - as well as numerous builder upgrades. Soft close cabinets, SS apps, and an extended island w/ granite counters highlight the elegant kitchen, perfect for impressing dinner guests. In

  Joe Shipley MHB Real Estate

  710 Sugar Maple Ln, Verona, WI 53593
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  /55

  $500,000 Open Sun 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 1,780 Sq Ft

  4302 Beilfuss Dr, Madison, WI 53704

  The secret is out, the north side is a great place to live. Westport Meadows is where you will find this well maintained 3 Bdrm, 2.5 Bath 2-Story w/ updates to all the big ticket items, new roof & gutters-24; all windows-24; furnace & A/C-21. Main level features a living room & connected formal dining space; big country style kitchen w/ dinette; family room w/ wood burning fireplace leads out to

  Dan Bowden Restaino & Associates

  4302 Beilfuss Dr, Madison, WI 53704
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  /37

  $415,000

  • 2 Beds
  • 2 Baths
  • 1,635 Sq Ft

  7913 Courtyard Dr, Madison, WI 53719

  Welcome home! No matter the season you’ll enjoy this delightful 2 bedoom, 2 bath condo! Curl up with a book in the sunroom and enjoy the park-like grounds or cozy up to the fireplace on a cool night. Relax with company in the pretty eat-in kitchen with granite countertops and large pantry. The massive primary suite has a walk in closet, full bath. No steps to the garage and 1st floor laundry.

  Amy Sherman-Kortbein Restaino & Associates

  7913 Courtyard Dr, Madison, WI 53719
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  /33

  $420,000

  • 3 Beds
  • 1 Bath
  • 1,142 Sq Ft

  5734 Bittersweet Place, Madison, WI 53705

  Tucked in the heart of Madison’s coveted Crestwood neighborhood—where every home is unique & rarely for sale—this 3BR/1BA 1939 ranch feels like a storybook cottage! Nestled halfway down an impossibly picturesque cul-de-sac, this charming home offers oak hdwds, archways & suntube in LR, ceiling cans in LR & kitchen. Kitchen features cherry cabs, granite CT’s & b’fast bar overlooking the generous

  Jolenta Averill Lake & City Homes Realty

  5734 Bittersweet Place, Madison, WI 53705
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  /44

  $499,990

  • 3 Beds
  • 2 Baths
  • 1,690 Sq Ft

  201 N Owen Dr, Madison, WI 53705

  A Fabulous Cozy, Sunny, Charming & Updated 3 bdrms ranch house in SUNSET VILLAGE! Owner has been tirelessly updating the house during the ownership. Mudroom (13x8) with skylight & large windows was built to connect the garage with the house providing convenience, functionality, comfy & relaxing; Biaxially oriented carbon fiber straps installed w/ lifetime warranty to strenghten bsment foundation;

  Yishu Jiang Tri-River Realty

  201 N Owen Dr, Madison, WI 53705
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  /38

  $499,900

  • 3 Beds
  • 1.5 Baths
  • 1,380 Sq Ft

  1235 Chandler St, Madison, WI 53715

  Charming home nestled in the heart of the Vilas Neighborhood, just blocks from Vilas Park Zoo, UW Arboretum, Trader Joe’s, Camp Randall, and scenic bike paths. The freshly painted main floor features new entryway flooring and brand-new central air. Highlights include hardwood floors, crown molding, built-ins, and an updated kitchen. All three bedrooms are upstairs; one without a closet, great for

  Mary Schultz Century 21 Affiliated

  1235 Chandler St, Madison, WI 53715
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  /52

  $434,900

  • 4 Beds
  • 3 Baths
  • 2,449 Sq Ft

  212 E Hill Pkwy, Madison, WI 53718

  Spacious 4-Bedroom Duplex Ranch Condo with Open Floor Plan! This beautifully designed home features a vaulted ceiling and cozy gas fireplace in the living room, creating a warm and inviting space. The main floor Primary Suite offers a peaceful retreat with a tray ceiling, double vanity, jetted whirlpool tub, separate shower, walk-in closet, and direct access to the deck, perfect for morning

  Michael Weiss MHB Real Estate

  212 E Hill Pkwy, Madison, WI 53718
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  /56

  $449,900

  • 2 Beds
  • 2.5 Baths
  • 1,508 Sq Ft

  612 N Midvale Blvd, Madison, WI 53705

  HEART OF MADISON! This stylish 2 beds, 2.5 baths townhouse with private entry offers a functional layout in a prime Madison location with unmatched access to the UW and Hilldale Mall. The main level shines with hardwood floors, featuring a bright living room with oversized windows and remote-control blinds. The kitchen features stainless steel appliances and Corian countertops that flow into the

  Matt Kornstedt Stark Company, REALTORS

  612 N Midvale Blvd, Madison, WI 53705
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  /63

  $429,900

  • 3 Beds
  • 3 Baths
  • 2,379 Sq Ft

  438 Cherry Hill Dr, Madison, WI 53717

  This thoughtfully updated home is tucked away on a quiet street in a desirable small neighborhood. Inside you’ll find fresh new flooring, new carpet, updated countertops, and refreshed bathrooms. The spacious, light-filled living areas flow into a well-designed kitchen with stainless steel appliances—perfect for cooking and entertaining. The finished lower level offers a huge family room, private

  Michael Weiss MHB Real Estate

  438 Cherry Hill Dr, Madison, WI 53717
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  /44

  $415,000

  • 2 Beds
  • 1 Bath
  • 1,236 Sq Ft

  918 Emerald St, Madison, WI 53715

  Charming First Home in Historic Greenbush – Walkable, Welcoming, and Full of Character. Start your homeownership journey with a true Madison classic! Built in 1889, this home is one of the original houses in the historic Greenbush neighborhood — filled with charm, light, and thoughtful updates that make it easy to move right in. Whether you're working from home, exploring the neighborhood, or

  Kelly Sweeney Stark Company, REALTORS

  918 Emerald St, Madison, WI 53715
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  /55

  $474,900

  • 3 Beds
  • 3 Baths
  • 2,713 Sq Ft

  117 N Oak Grove Dr, Madison, WI 53717

  This sunny duplex style condominium is nestled in the heart of the Stonefield Ridge neighborhood, across the street from a park and close to everything the west side of Madison has to offer! Lovingly maintained by the original owner, this 2700 square foot ranch condo features 2 main level bedrooms (primary with ensuite and walk-in closet), formal and informal dining areas, a large great room with

  Julie McKy Stark Company, REALTORS

  117 N Oak Grove Dr, Madison, WI 53717
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  /30

  $420,000

  • 5 Beds
  • 3 Baths
  • 1,687 Sq Ft

  949 Tony Dr, Madison, WI 53704

  Showings to begin 8/8. Located close to parks and all the incredible options that Madison's Eastside has to offer, this home is So much more home than meets the eye! This 5 bed, 3 full bath beauty has space for the entire family! Open eat-in kitchen with island and SS appliances, plenty of counter space and a sliding door that opens to good sized deck for further entertaining options. Upper level

  Tony Schmit First Weber Hedeman Group

  949 Tony Dr, Madison, WI 53704
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  /36

  $439,900

  • 3 Beds
  • 2.5 Baths
  • 1,511 Sq Ft

  6110 Caldera St, Madison, WI 53718

  Move-in ready Victorian beauty by Wisconsin's Leading Home Builder. Located in the sought-after Grandview Commons neighborhood on Madison's vibrant east side, this stunning 3-bed, 2.5 bath Victorian style 2-story home is ready for you to move right in. Built by Veridian Homes, Wisconsin's premier home builder, this residence showcases award winning craftmanship and is Quality 360 Certified,

  Douglas Leikness Stark Company, REALTORS

  6110 Caldera St, Madison, WI 53718
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  /54

  $500,000

  • 4 Beds
  • 2.5 Baths
  • 2,548 Sq Ft

  5409 Vicar Ln, Madison, WI 53714

  Showings start at open house on 8/5 at 5pm! Welcome to this tranquil oasis in the city! Beautifully cared for 2-story home on a large corner lot in Heritage Heights features 4 beds/2.5 baths & many updates thru-out. Large Living rm leads to formal DR. Spacious Kit w/ hickory cabs, Formica counters w/copper penny backsplash, black appls & adjacent dinette. Family rm w/ gas FP & built-in

  Amy Lessing Compass Real Estate Wisconsin

  5409 Vicar Ln, Madison, WI 53714
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  /49

  $424,900

  • 3 Beds
  • 2 Baths
  • 1,516 Sq Ft

  754 Sky Ridge Dr, Madison, WI 53719

  Fall in love with this Highland Village gem! This stylish 3-bed, 2-bath ranch stuns with vaulted ceilings, a cozy fireplace, and gorgeous solid oak floors. The open-concept design features an open kitchen with a breakfast bar and a large pantry—ideal for entertaining or everyday living—and flows seamlessly to a large deck, perfect for summer BBQs or relaxing under the stars. Outside, enjoy a

  Dustin Laufenberg MHB Real Estate

  754 Sky Ridge Dr, Madison, WI 53719
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  /37

  $450,000

  • 4 Beds
  • 2.5 Baths
  • 1,926 Sq Ft

  1406 Dewberry Dr, Madison, WI 53719

  This bright and versatile 4-bed, 2.5-bath home in Valley Ridge offers unbeatable convenience—close to everything on Madison’s West Side and just minutes from Verona. The kitchen boasts a breakfast island, pantry, and updated appliances, opening to the dining area and overlooking a spacious deck. The living room features wood floors and large windows for great natural light. Upstairs you’ll find a

  Tyler Rufenacht RE/MAX Preferred

  1406 Dewberry Dr, Madison, WI 53719
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  /25

  $499,900

  • 1,792 Sq Ft

  2670 Hoard St Unit 1, Madison, WI 53704

  Add a solid investment to your portfolio—or plan your future move! Both units are leased through July 31, 2026, providing steady rental income. Or, consider transitioning into one unit while the other helps cover your mortgage. Each bright, airy unit features 2 bedrooms with generous natural light. The shared basement includes separate, lockable storage areas, shared laundry machines with

  Chris Muchka Steven's Real Estate

  2670 Hoard St Unit 1, Madison, WI 53704
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  /45

  $449,900

  • 5 Beds
  • 3 Baths
  • 1,696 Sq Ft

  2835 Hoard St, Madison, WI 53704

  Located in Eken Park, this home is modest in size but maximizes every square foot for a compact yet functional layout. The main floor offers a u-shaped kitchen and dining area with marble flooring, living room with oak floors, two bedrooms and one full bathroom. The second floor has a loft-style bedroom and full bathroom. The finished basement currently provides two bedrooms but was designed as a

  Chris Muchka Steven's Real Estate

  2835 Hoard St, Madison, WI 53704
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  /70

  $424,900

  • 3 Beds
  • 2 Baths
  • 1,951 Sq Ft

  6809 Pilgrim Rd, Madison, WI 53711

  Welcome to 6809 Pilgrim Rd—nestled in Meadowood Hills, this 3-bed, 2-bath home offers 1,951 sq ft of comfortable living on a private .27-acre lot. The main level features a sunroom, white kitchen cabinetry with solid surface counters, and a cozy dining room fireplace. Downstairs, enjoy a walkout lower level with family room, office area, and great natural light. Recent updates include furnace

  Michael Weiss MHB Real Estate

  6809 Pilgrim Rd, Madison, WI 53711
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  /46

  $440,000

  • 3 Beds
  • 2.5 Baths
  • 2,355 Sq Ft

  1202 Southridge Dr, Madison, WI 53704

  Welcome to this one of a kind 3 bedroom, 3 bath home located in the heart of Madison’s vibrant East Side. Enjoy an open concept kitchen and dining area, with the convenience of a main level primary suite. The finished lower level offers a great space for entertaining, or take the fun outdoors to your spacious deck featuring a hot tub perfect for relaxing or hosting guests. Ideally situated near

  Tiffany Malone Compass Real Estate Wisconsin

  1202 Southridge Dr, Madison, WI 53704
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  /35

  $449,900

  • 3 Beds
  • 4 Baths
  • 1,934 Sq Ft

  452 Galileo Dr, Madison, WI 53718

  Open concept Colonial. Spacious and bright Great room opens to the well appointed kitchen and dining area. Large island, Stainless steel appliances and patio door leading to concrete patio. Master suite has a tray ceiling and walk-in closet and private bath with walk-in shower Fenced in back yard area perfect for your fur babies. Convenient walkable neighborhood Just minutes away from shopping,

  Karl Purins Premar LLC

  452 Galileo Dr, Madison, WI 53718
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  /37

  $475,000

  • 3 Beds
  • 2.5 Baths
  • 2,200 Sq Ft

  6634 Broad Creek Blvd, Madison, WI 53718

  New roof coming soon! Discover comfort, space & functionality in this well-maintained 2-story home. The main floor feat. a bright living room with a cozy gas fireplace, a separate family room, and a kitchen with stainless steel appliances, hardwood floors, pantry, and breakfast bar—ideal for both entertaining & everyday living. Upstairs, you’ll find three bedrooms, including a spacious primary

  Kristin Shields MHB Real Estate

  6634 Broad Creek Blvd, Madison, WI 53718
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  /33

  $400,000

  • 2 Beds
  • 2 Baths
  • 1,738 Sq Ft

  2 Verde Ct, Madison, WI 53719

  Ideally located on Madison’s vibrant West Side, this charming 2-bedroom home combines comfort, convenience, and style. Enjoy quick access to Hwy 151, Pleasant View Rd, and Maple Grove Dr—putting shopping, dining, and everyday essentials just minutes away. Inside, you’ll find a spacious living area, a finished lower level, and a private backyard retreat with a patio perfect for relaxing or

  Jo Ferraro EXP Realty, LLC

  2 Verde Ct, Madison, WI 53719
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  /39

  $429,900 Open Sat 12PM - 1:30PM

  • 4 Beds
  • 2 Baths
  • 1,593 Sq Ft

  209 Rosemary Ave, Madison, WI 53714

  Completely remodeled 4-bed, 2-bath home in the heart of Madison! 209 Rosemary shines with modern updates throughout, including new flooring, windows, doors, trim, and lighting. The kitchen features brand-new cabinets, stainless appliances, new countertops, and a stylish backsplash. Both bathrooms have been fully renovated with fresh updates including vanities, and fixtures. Spacious bedrooms, a

  Lori Schilling Sprinkman Real Estate

  209 Rosemary Ave, Madison, WI 53714
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  /54

  $415,000

  • 2 Beds
  • 2 Baths
  • 1,980 Sq Ft

  1610 Wheeler Rd Unit 2D, Madison, WI 53704

  Designed for elevated living, this refined retreat features high-end finishes, a striking floor-to-ceiling slate fireplace, a large, updated kitchen with granite countertops and ample storage. The oversized primary suite boasts bay windows and a bath that includes sprawling counter space and a spa-inspired walk-in shower. A flexible den/office provides space for work or hobbies, while a sun lite

  Darcy Deadman Real Broker LLC

  1610 Wheeler Rd Unit 2D, Madison, WI 53704
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  /38

  $490,900

  • 3 Beds
  • 2.5 Baths
  • 1,880 Sq Ft

  2007 Waterfall Way, Madison, WI 53718

  Built in 2022, this beautifully designed, 3 bedroom, 2.5 bath 2 story home is waiting for its next owner! You'll love the contemporary style, natural light throughout, main floor laundry and everyday comfort of the layout. Unfinished basement is ready for your ideas, and is plumbed for a full bath! Low maintenance living in with this newer construction home in a beautiful growing community! Set

  Erin Rogosienski First Weber Inc - Delafield

  2007 Waterfall Way, Madison, WI 53718
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  /39

  $479,900

  • 3 Beds
  • 2.5 Baths
  • 1,843 Sq Ft

  5819 Caddisfly Ln, Madison, WI 53718

  This 3 year newer house is sure to impress! The moment you walk up to this 2 story Prairie/Crafstman home and relax on the covered porch, you can see and feel the warmth. Once inside, enjoy the views with 9 ft ceilings and oversized windows bringing in tons of natural light. The main floor, open concept features LVP flooring, fireplace, large kitchen island, quartz counter tops, walk-in pantry

  Rich Wirth Stark Company, REALTORS

  5819 Caddisfly Ln, Madison, WI 53718
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  /44

  $499,900

  • 3 Beds
  • 1.5 Baths
  • 2,156 Sq Ft

  3625 Cascade Rd, Madison, WI 53704

  UPDATED, UPGRADED & READY FOR YOU! Charming Ranch in Prime Location with Significant Updates! Welcome to this beautiful 3 Bed, 1.5 Bath ranch home nestled in a quiet neighborhood near Warner Park, Lake Mendota, and the Capital City Trail. The sun-filled living room features a cozy fireplace, while the kitchen shines with smart use of space and opens directly to the dining area. The main bath

  Matt Kornstedt Stark Company, REALTORS

  3625 Cascade Rd, Madison, WI 53704
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  /29

  $409,900

  • 3 Beds
  • 2 Baths
  • 1,761 Sq Ft

  6413 Westin Dr, Madison, WI 53719

  Location, location, location! Don't miss out on an opportunity to see this well maintained 3 bed 2 bath home on Madison's Southwest Side. The home is only 2 blocks from Chavez Elementary School in a well sought after neighborhood! Epic is only a quick 10 minute drive away as well.

  Jason Allen Rock Realty

  6413 Westin Dr, Madison, WI 53719
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  /36

  $400,000

  • 3 Beds
  • 2.5 Baths
  • 2,111 Sq Ft

  6130 Arrowpoint Way, Mc Farland, WI 53558

  Ideal home in a sought after neighborhood nestled between Monona and McFarland, within the top-rated McFarland School District, and close to a beautiful park with walking trails and a stream. The fantastic open layout provides a great flow for entertaining and socializing. Relax at the end of the day in your private bedroom with a full bath and walk-in closet. You’ll love the finished lower level

  Dan Chin Homes Team Real Broker LLC

  6130 Arrowpoint Way, Mc Farland, WI 53558
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  /18

  $449,000

  • 2 Beds
  • 2 Baths
  • 1,204 Sq Ft

  280 Division St Unit 102, Madison, WI 53704

  Experience the best of Atwood Ave living with this prime location condo, putting you right at the center of the neighborhood's vibrant culinary and entertainment scene. Step outside and immerse yourself in local dining, shops, and entertainment, all just moments from your doorstep. This spacious corner unit features a private entry and a covered, sprinklered patio, perfect for relaxing or

  Autumn Garrigan MHB Real Estate

  280 Division St Unit 102, Madison, WI 53704
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  /51

  $449,900 Open Mon 11AM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,577 Sq Ft

  144 Milky Way, Madison, WI 53718

  This beautifully designed open-concept home offers modern comfort and thoughtful upgrades throughout. The kitchen features stainless steel appliances, gas convection oven, soft-close cabinets, walk-in pantry, and a large island that opens to the dining and living areas. Enjoy 9’ ceilings, a cozy gas fireplace with built-ins. The primary suite includes a dual-sink vanity, walk-in shower, and large

  Mitchell Covert EXIT Professional Real Estate

  144 Milky Way, Madison, WI 53718
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  /34

  $404,900

  • 3 Beds
  • 1.5 Baths
  • 2,328 Sq Ft

  4705 Agate Ln, Madison, WI 53714

  NEW PRICE ADJUSTMENT! Make this gem your new home today! Built with love in 1967, well cared for ever since, this beauty rests in the coveted Rolling Meadows neighborhood, 1 block from Kennedy School. Spacious home featuring a welcoming rec room with wood-burning fireplace, a generous living room, dining room, and eat-in kitchen with abundant cupboard space. This home boasts plenty of sunny

  Seth Pfaehler The McGrady Group, LLC

  4705 Agate Ln, Madison, WI 53714
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  /72

  $440,000

  • 3 Beds
  • 3.5 Baths
  • 2,012 Sq Ft

  9305 Briar Haven Dr, Verona, WI 53593

  Welcome to this beautifully maintained 3-bedroom, 3.5-bathroom home nestled in the highly sought-after Cardinal Glenn neighborhood. Step inside to discover a spacious and inviting main level featuring stylish luxury vinyl plank flooring, while plush new carpeting enhances the comfort of the upper level. The thoughtfully designed kitchen is both functional and elegant, boasting a large island with

  Cheng Real Estat Group Real Broker LLC

  9305 Briar Haven Dr, Verona, WI 53593
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  /54

  $400,000

  • 3 Beds
  • 1 Bath
  • 2,010 Sq Ft

  1621 Droster Rd, Madison, WI 53716

  Very nice updated 3 bedroom home! Many updates including furnace/AC in 2021, roof & bathroom in 2016. Wood and tile flooring throughout the home. Vaulted living room ceiling. Many updated in the kitchen. 21x15 rear patio with fenced backyard. 2 car attached garage. Convenient location near a park and busline.

  Patrick Reagan First Weber Inc

  1621 Droster Rd, Madison, WI 53716
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  /33

  $434,000

  • 3 Beds
  • 3 Baths
  • 2,453 Sq Ft

  4221 Green Ave, Madison, WI 53704

  Beautifully updated and move-in ready, this spacious home sits on a large corner lot and offers comfort, style, and room to spread out. Inside, you’ll find a newly remodeled kitchen, new flooring throughout, and a cozy brick fireplace as the focal point of the main living area. Multiple living spaces provide flexibility for everyday living or entertaining. The primary suite features an ensuite

  Mike Coke EXP Realty, LLC

  4221 Green Ave, Madison, WI 53704
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  /63

  $450,000

  • 3 Beds
  • 1.5 Baths
  • 1,856 Sq Ft

  3610 Atwood Ave, Madison, WI 53714

  Just renovated! A must see! This 3 bedroom 1.5 bath home is ready for you to call home and enjoy the beautiful views of Lake Monona and the downtown Madison skyline! Olbrich Park is across the street and the Olbrich Gardens are a couple of blocks away! Home features newly refinished red oak floors, new bathtub and tiled shower surround, fresh paint and new light fixtures. This property features

  Jean Adler Restaino & Associates

  3610 Atwood Ave, Madison, WI 53714
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  /2

  $415,500

  • Land
  • 0.50 Acre
  • $831,000 per Acre

  2747 Ski Ln, Madison, WI 53713

  .46 ACRES ON A COMMERCIALLY ZONED LOT, RECENTLY ANNEXED BY CITY OF FITCHBURG, CONTAINS 1 HOUSE, APPROXIMATELY 800 SQ FT, FULL BASEMENT , 1 BR 1 BA. RENTED ON A MO/MO LEASE

  Tom Jacobs Jacobs Cooperage, LLC

  2747 Ski Ln, Madison, WI 53713
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  /2

  $455,500

  • Land
  • 1.20 Acres
  • $379,583 per Acre

  2727 Ski Ln, Madison, WI 53713

  1.2 Acres developable lot in excellent location, this property is Lot 1 of the attached CSM, filed 8-30-21

  Tom Jacobs Jacobs Cooperage, LLC

  2727 Ski Ln, Madison, WI 53713
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  /17

  $440,450 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,246 Sq Ft

  1011 Reagan Dr, Madison, GA 30650

  This new two-story home combines comfort and style. French doors open to a study off the foyer, perfect for those work-from-home days. Down the hall is a gracious open-plan living area with direct access to an attached patio. On the second level are three secondary bedrooms and a spacious owner’s suite with a private bathroom. An enviable three-car garage offers endless possibilities.

  

  Lennar

  Builder

  1011 Reagan Dr, Madison, GA 30650

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